927821-99-6Amikacin EP Impurity B

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Catalogue No.:	VL6230002
CAS No.:	927821-99-6
Mol. Formula:	C26H50N6O15
Mol. Weight:	686.71 g/mol

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Additional information on CAS 927821-99-6

Parent drug

Amikacin

IUPAC Name

4-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-6-O-(6-amino-6-deoxy-α-D-glucopyranosyl)-1,3-N-bis[(2S)-4-amino-2-hydroxybutanoyl]-2-deoxy-L-streptamine

Synonyms

N/A

Description

Amikacin EP Impurity B, CAS 927821-99-6, is a structurally defined aminoglycoside-related impurity associated with amikacin, a semi-synthetic 4,6-disubstituted deoxystreptamine antibiotic. With molecular formula C26H50N6O15 and molecular weight 686.71 g/mol, it is characterized by the conserved polyhydroxylated aminocyclitol core and multiple glycosidic functionalities, consistent with a process-related or transformation impurity arising during semisynthesis, hydrolysis, or epimeric rearrangement of the parent drug. Owing to its close structural similarity to amikacin, assignment typically requires LC-MS/MS with high-resolution mass spectrometry and orthogonal ion-exchange or HILIC chromatographic separation, with NMR used when structural elucidation is necessary.

References

Ristuccia AM, Cunha BA. An overview of amikacin. Therapeutic Drug Monitoring. 1985 ;7(1):12-25. DOI: 10.1097/00007691-198503000-00003. PMID: 3887667.http://europepmc.org/article/med/3887667 Wang, Jian, et al. â€œSeparation and Characterization of Unknown Impurities in Amikacin Sulfate by HPLCâ€“MS N.â€ Chromatographia, vol. 78, no. 15-16, Springer Science+Business Media, May 2015, pp. 1031â€“39, https://doi.org/10.1007/s10337-015-2909-8 . Accessed 26 Oct. 2023.